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Salary: USD 85,000 - 120,000 / annual
Shift5 is building a data platform for onboard operational technology (OT), delivering cybersecurity, predictive maintenance, and compliance capabilities to defense and commercial fleets. We are seeking an Executive Assistant to support our Executive Leadership team in a fast-growing, mission-aligned organization.
In this role, you will be the operational backbone of our executive function. You will manage complex calendars and coordinate internal and external stakeholders across the executive team, handling sensitive and confidential information with discretion. You'll coordinate onsite engagements, executive visits, and high-profile meetings, ensuring leaders are fully equipped with briefing materials and prepared for impact.
Key responsibilities include managing expense reporting and reconciliation, serving as a trusted point of contact for executive communications, and drafting/refining correspondence as needed. You will proactively anticipate scheduling conflicts, resolve constraints, and oversee domestic and international travel logistics. You'll track action items and follow-ups across executive forums, including board meetings and leadership offsites, while maintaining structured systems to track priorities and strategic initiatives.
You will also drive process improvements that streamline executive workflows, enhance organization, and strengthen cross-functional coordination. Success means executives operate with clarity and minimal administrative friction, calendars are optimized around strategic priorities, key meetings are well-prepared and documented, leadership communication flows smoothly, and operational discipline improves across the executive function.
The company offers flexible work and remote work policies, though the primary office location is Rosslyn, VA.
REQUIREMENTS:
- 5+ years of experience supporting C-level or senior executive leaders
- Experience supporting multiple executives simultaneously
- Proficiency in Expensify, Monday.com, and modern collaboration tools (Google Workspace, Slack, etc.)
- Strong organizational and prioritization skills in high-growth environments
- Exceptional written and verbal communication skills
- High level of discretion and professional judgment
- Ability to operate independently and anticipate needs
- Experience in defense-tech, SaaS, or high-growth startup environments preferred
